Windermere and Doctor Phillips are well-established sister communities in southwest Orlando that have grown in fame for having many mid-range homes on up to luxury lakefront homes & golf course communities. These include Bay Hill & Isleworth, with celebrities like Tiger Woods and Shaquille O’Neal having residences. World-class restaurants line Sand Lake Rd, known as “Restaurant Row”, in the heart of Doctor Phillips. Additionally, the area is famous for its many lakes, including the Butler Chain of Lakes and Big Sand Lake. The area is well-located, being just 10 minutes from Walt Disney World, Universal Studios, and Sea World, as well as the famous I- Drive Corridor, and is also just 10 miles south of Downtown Orlando. Home values in this area are higher than average, with even older homes in the more modest neighborhoods selling for a premium.
11707 Sprawling Oak Drive Windermere, Florida
4 Beds 4 Baths 3,074 SqFt 0.160 Acres
8419 Kemper Lane Windermere, Florida
4 Beds 3 Baths 2,527 SqFt 0.300 Acres
8755 The Esplanade 130 Orlando, Florida
3 Beds 3 Baths 3,401 SqFt 0.480 Acres
11663 Vicolo Loop Windermere, Florida
5 Beds 4 Baths 3,095 SqFt 0.260 Acres
2608 Carter Grove Circle Windermere, Florida
4 Beds 4 Baths 2,854 SqFt 0.520 Acres
1439 Whitney Isles Drive Windermere, Florida
5 Beds 4 Baths 3,230 SqFt 0.200 Acres
5519 Brookline Drive Orlando, Florida
3 Beds 2 Baths 2,468 SqFt 0.490 Acres
8218 Via Bella Notte Orlando, Florida
3 Beds 2 Baths 1,954 SqFt 0.130 Acres
11410 Rapallo Lane Windermere, Florida
6 Beds 6 Baths 3,337 SqFt 0.170 Acres
11912 Otterbrooke Trail Windermere, Florida
4 Beds 4 Baths 2,939 SqFt 0.140 Acres
13246 Vennetta Way Windermere, Florida
4 Beds 4 Baths 2,628 SqFt 0.130 Acres
10064 Highland Woods Court Orlando, Florida
4 Beds 3 Baths 2,394 SqFt 0.270 Acres
7229 Still Pond Lane Windermere, Florida
3 Beds 3 Baths 2,635 SqFt 0.140 Acres
7971 Brofield Ave Windermere, Florida
4 Beds 4 Baths 2,805 SqFt 0.170 Acres
11800 Gray Rock Trail Windermere, Florida
4 Beds 3 Baths 3,317 SqFt 0.170 Acres
8757 Lookout Pointe Drive Windermere, Florida
4 Beds 4 Baths 3,450 SqFt 0.140 Acres
6072 Masters Boulevard Orlando, Florida
2 Beds 3 Baths 2,084 SqFt 0.430 Acres
11461 Claymont Circle Windermere, Florida
3 Beds 3 Baths 2,117 SqFt 0.290 Acres
426 E 6Th Avenue Windermere, Florida
3 Beds 2 Baths 1,698 SqFt 0.220 Acres
6142 Little Lake Sawyer Drive Windermere, Florida
5 Beds 4 Baths 3,364 SqFt 0.230 Acres
2024 Stillwood Place Windermere, Florida
4 Beds 2 Baths 2,088 SqFt 0.340 Acres
9036 Charles E Limpus Road Orlando, Florida
4 Beds 2 Baths 2,441 SqFt 1 Acres
4507 Blue Major Drive Windermere, Florida
5 Beds 3 Baths 3,211 SqFt 0.190 Acres
6882 Dolce Street Orlando, Florida
4 Beds 4 Baths 3,015 SqFt 0.130 Acres
1949 Katie Hill Way Windermere, Florida
4 Beds 3 Baths 2,695 SqFt 0.230 Acres
5803 Cedar Pine Drive Orlando, Florida
4 Beds 3 Baths 2,273 SqFt 0.340 Acres
11701 Fitzgerald Butler Road Orlando, Florida
5 Beds 3 Baths 3,217 SqFt 0.200 Acres
7685 Persian Court Orlando, Florida
4 Beds 2 Baths 2,312 SqFt 0.270 Acres
7743 Clubhouse Estates Drive Orlando, Florida
4 Beds 3 Baths 2,178 SqFt 0.300 Acres
13615 Gorgona Isle Dr Windermere, Florida
3 Beds 3 Baths 2,224 SqFt 0.190 Acres
10419 Lavande Drive Orlando, Florida
4 Beds 3 Baths 2,592 SqFt 0.180 Acres
6233 Dowdy Court Orlando, Florida
4 Beds 3 Baths 2,304 SqFt 0.340 Acres
6842 Dolce Street Orlando, Florida
4 Beds 3 Baths 2,822 SqFt 0.130 Acres
7016 Brescia Way Orlando, Florida
5 Beds 3 Baths 3,151 SqFt 0.130 Acres
7820 Pine Marsh Court Orlando, Florida
4 Beds 3 Baths 2,390 SqFt 0.280 Acres
13857 Amelia Pond Drive Windermere, Florida
4 Beds 3 Baths 2,353 SqFt 0.140 Acres
7422 Pinemount Drive Orlando, Florida
4 Beds 3 Baths 2,738 SqFt 0.290 Acres
6851 Spring Rain Drive Orlando, Florida
4 Beds 3 Baths 2,052 SqFt 0.410 Acres
8001 Old Town Drive Orlando, Florida
4 Beds 3 Baths 2,505 SqFt 0.420 Acres
6626 Imperial Oak Lane Orlando, Florida
3 Beds 2 Baths 1,751 SqFt 0.150 Acres
11015 Belmere Isles Court Windermere, Florida
3 Beds 2 Baths 2,023 SqFt 0.240 Acres
4840 Cayview Unit 208 20810 Orlando, Florida
3 Beds 2 Baths 2,079 SqFt 0.050 Acres
736 Magnolia Street Windermere, Florida
3 Beds 2 Baths 1,540 SqFt 0.380 Acres
5789 Craindale Drive Orlando, Florida
3 Beds 3 Baths 2,351 SqFt 0.320 Acres
5014 Hidden Springs Boulevard Orlando, Florida
4 Beds 3 Baths 2,393 SqFt 0.330 Acres
12577 Foynes Avenue Windermere, Florida
5 Beds 4 Baths 3,000 SqFt 0.140 Acres
7230 Rambling Water Way Windermere, Florida
4 Beds 3 Baths 2,208 SqFt 0.140 Acres
7809 Underbrush Lane Orlando, Florida
4 Beds 3 Baths 2,570 SqFt 0.290 Acres
7558 Megan Elissa Lane Orlando, Florida
4 Beds 3 Baths 2,897 SqFt 0.340 Acres
8033 Landgrove Court Orlando, Florida
4 Beds 3 Baths 2,637 SqFt 0.250 Acres
10452 Autumn Glen Court Orlando, Florida
5 Beds 3 Baths 3,023 SqFt 0.250 Acres
8418 Bermuda Dunes Drive Orlando, Florida
4 Beds 2 Baths 1,776 SqFt 0.240 Acres
111 Main Street Windermere, Florida
3 Beds 2 Baths 2,272 SqFt 0.390 Acres
13754 Ingelnook Drive Windermere, Florida
4 Beds 3 Baths 2,785 SqFt 0.130 Acres
11225 Via Andiamo Windermere, Florida
4 Beds 3 Baths 2,521 SqFt 0.170 Acres
11557 Via Lucerna Circle Windermere, Florida
4 Beds 4 Baths 2,474 SqFt 0.160 Acres
8273 Wilson Terrace Orlando, Florida
4 Beds 3 Baths 4,110 SqFt 1 Acres
13839 Amelia Pond Drive Windermere, Florida
4 Beds 3 Baths 2,362 SqFt 0.140 Acres
1028 Lascala Drive Windermere, Florida
4 Beds 3 Baths 2,208 SqFt 0.150 Acres
10836 Woodchase Circle Orlando, Florida
4 Beds 3 Baths 2,011 SqFt 0.170 Acres
11444 Misty Oak Alley Windermere, Florida
4 Beds 3 Baths 2,361 SqFt 0.110 Acres
6727 Merrick Landing Boulevard Windermere, Florida
5 Beds 3 Baths 2,773 SqFt 0.180 Acres
11644 Ashlin Park Boulevard Windermere, Florida
4 Beds 3 Baths 2,320 SqFt 0.110 Acres
8712 The Esplanade 22 Orlando, Florida
3 Beds 2 Baths 2,503 SqFt 0.280 Acres
811 Main Street Windermere, Florida
2 Beds 2 Baths 1,398 SqFt 0.370 Acres
9001 Leeland Archer Boulevard Orlando, Florida
4 Beds 3 Baths 2,671 SqFt 0.210 Acres
7365 Sparkling Lake Road Orlando, Florida
4 Beds 2 Baths 2,255 SqFt 0.290 Acres
12813 Cragside Lane Windermere, Florida
4 Beds 3 Baths 2,925 SqFt 0.150 Acres
8215 Rolla Court Orlando, Florida
3 Beds 3 Baths 1,622 SqFt 0.180 Acres
7667 Persian Court Orlando, Florida
4 Beds 4 Baths 2,746 SqFt 0.270 Acres
9257 Pecky Cypress Way Orlando, Florida
5 Beds 4 Baths 2,795 SqFt 0.280 Acres
5606 Remsen Cay Lane Windermere, Florida
4 Beds 3 Baths 2,520 SqFt 0.230 Acres
9456 Woodbreeze Boulevard Windermere, Florida
4 Beds 3 Baths 2,026 SqFt 0.310 Acres
14363 Red Cardinal Court Windermere, Florida
4 Beds 3 Baths 2,411 SqFt 0.210 Acres
5417 Pitch Pine Drive Orlando, Florida
4 Beds 2 Baths 2,335 SqFt 0.330 Acres
7604 Colbury Avenue Windermere, Florida
4 Beds 2 Baths 2,175 SqFt 0.170 Acres
8761 The Esplanade 9 Orlando, Florida
2 Beds 2 Baths 2,162 SqFt 0.440 Acres
8718 The Esplanade 16 Orlando, Florida
3 Beds 3 Baths 2,503 SqFt 0.170 Acres
13278 Penshurst Lane Windermere, Florida
4 Beds 3 Baths 2,583 SqFt 0.210 Acres
8755 The Esplanade 104 Orlando, Florida
2 Beds 2 Baths 2,162 SqFt 0.480 Acres
8581 Lookout Pointe Drive Windermere, Florida
4 Beds 4 Baths 2,452 SqFt 0.090 Acres
7121 Carrickbend Lane Orlando, Florida
3 Beds 3 Baths 1,626 SqFt 0.070 Acres
5124 Sun Palm Drive Windermere, Florida
4 Beds 3 Baths 2,084 SqFt 0.260 Acres
12152 Via Caselli Lane Windermere, Florida
5 Beds 4 Baths 2,335 SqFt 0.070 Acres
6870 Merrick Landing Boulevard Windermere, Florida
3 Beds 2 Baths 2,127 SqFt 0.150 Acres
7648 Billingham Street Windermere, Florida
3 Beds 3 Baths 2,400 SqFt 0.060 Acres
10206 Banington Court Orlando, Florida
4 Beds 3 Baths 2,430 SqFt 0.140 Acres
9100 Palm Tree Drive Windermere, Florida
3 Beds 2 Baths 1,723 SqFt 0.270 Acres
6437 Winder Oaks Boulevard Orlando, Florida
4 Beds 2 Baths 1,956 SqFt 0.170 Acres
9024 Edenshire Circle Orlando, Florida
4 Beds 4 Baths 2,824 SqFt 0.200 Acres
9143 Woodbreeze Boulevard Windermere, Florida
3 Beds 2 Baths 1,723 SqFt 0.310 Acres
9241 Edenshire Circle Orlando, Florida
3 Beds 2 Baths 2,226 SqFt 0.140 Acres
9343 Pecky Cypress Way Orlando, Florida
3 Beds 3 Baths 2,264 SqFt 0.140 Acres
9485 Woodbreeze Boulevard Windermere, Florida
3 Beds 2 Baths 1,723 SqFt 0.230 Acres
9312 Woodbreeze Boulevard Windermere, Florida
3 Beds 2 Baths 1,489 SqFt 0.230 Acres
8743 The Esplanade 16 Orlando, Florida
2 Beds 2 Baths 2,162 SqFt 0.400 Acres
7550 Hinson Street 4B Orlando, Florida
3 Beds 3 Baths 2,610 SqFt 0.310 Acres
6305 Orange Cove Drive Orlando, Florida
3 Beds 2 Baths 2,251 SqFt 0.300 Acres
5036 Shoreway Loop 10405 Orlando, Florida
3 Beds 2 Baths 2,097 SqFt 0.050 Acres
12158 Via Caselli Lane Windermere, Florida
5 Beds 4 Baths 2,236 SqFt 0.060 Acres
5024 Shoreway Loop 20706 Orlando, Florida
3 Beds 2 Baths 2,097 SqFt 0.060 Acres
7550 Hinson Street 9D Orlando, Florida
2 Beds 2 Baths 1,870 SqFt 0.310 Acres
8220 Sugarbush Court Orlando, Florida
3 Beds 2 Baths 2,148 SqFt 0.320 Acres
4748 Blue Major Drive Windermere, Florida
3 Beds 2 Baths 2,085 SqFt 0.150 Acres
13522 Darchance Road Windermere, Florida
3 Beds 2 Baths 2,147 SqFt 0.140 Acres
13615 Riggs Way Windermere, Florida
3 Beds 3 Baths 1,970 SqFt 0.140 Acres
4933 River Gem Avenue Windermere, Florida
3 Beds 2 Baths 2,015 SqFt 0.160 Acres
8814 Leeland Archer Boulevard Orlando, Florida
3 Beds 2 Baths 2,085 SqFt 0.180 Acres
6531 Moonshell Court Orlando, Florida
4 Beds 2 Baths 1,874 SqFt 0.250 Acres
5110 Honeynut Lane Windermere, Florida
3 Beds 2 Baths 1,724 SqFt 0.230 Acres
13067 Overstreet Road Windermere, Florida
4 Beds 3 Baths 2,336 SqFt 0.180 Acres
4804 Cayview Avenue 30412 Orlando, Florida
3 Beds 2 Baths 2,097 SqFt 0.050 Acres
13336 Longacre Drive Windermere, Florida
3 Beds 2 Baths 2,058 SqFt 0.140 Acres
6230 Golden Dewdrop Trail Windermere, Florida
3 Beds 3 Baths 1,984 SqFt 0.110 Acres
13832 Summerport Trail Loop Windermere, Florida
4 Beds 4 Baths 2,150 SqFt 0.120 Acres
11906 Silverlake Park Drive Windermere, Florida
4 Beds 3 Baths 2,066 SqFt 0.090 Acres
6937 Dalemain Street Windermere, Florida
3 Beds 3 Baths 2,245 SqFt 0.170 Acres
7424 Green Tree Drive 114 Orlando, Florida
3 Beds 3 Baths 2,214 SqFt 0.270 Acres
8245 Tivoli Drive Orlando, Florida
3 Beds 3 Baths 2,089 SqFt 0.070 Acres
6457 Rockingtree Lane Orlando, Florida
4 Beds 2 Baths 1,914 SqFt 0.440 Acres
11804 Silverlake Park Drive Windermere, Florida
4 Beds 3 Baths 2,092 SqFt 0.140 Acres
11486 Misty Oak Alley Windermere, Florida
3 Beds 3 Baths 1,950 SqFt 0.110 Acres
6518 Hidden Beach Circle Orlando, Florida
3 Beds 2 Baths 2,136 SqFt 0.240 Acres
12030 Via Caselli Lane Windermere, Florida
4 Beds 3 Baths 1,885 SqFt 0.060 Acres
8619 Shady Glen Drive Orlando, Florida
3 Beds 2 Baths 1,640 SqFt 0.470 Acres
9005 Chapman Oak Court Windermere, Florida
3 Beds 2 Baths 1,727 SqFt 0.350 Acres
12973 Emersondale Avenue Windermere, Florida
3 Beds 3 Baths 1,772 SqFt 0.140 Acres
9710 Pecky Cypress Way Orlando, Florida
3 Beds 2 Baths 1,797 SqFt 0.140 Acres
12980 Emersondale Avenue Windermere, Florida
3 Beds 3 Baths 1,524 SqFt 0.060 Acres
7550 Hinson Street 4D Orlando, Florida
2 Beds 2 Baths 1,870 SqFt 0.310 Acres
6537 Hidden Beach Circle Orlando, Florida
3 Beds 2 Baths 1,740 SqFt 0.240 Acres
13736 Bravante Alley Windermere, Florida
3 Beds 3 Baths 1,912 SqFt 0.070 Acres
8755 Alegre Circle Orlando, Florida
3 Beds 2 Baths 1,813 SqFt 0.250 Acres
7482 Bentonshire Ave Windermere, Florida
3 Beds 2 Baths 1,428 SqFt 0.080 Acres
7048 Ventnor Drive Windermere, Florida
4 Beds 3 Baths 1,980 SqFt 0.090 Acres
8637 Coventry Park Way Windermere, Florida
3 Beds 3 Baths 1,822 SqFt 0.080 Acres
9021 Pecky Cypress Way Orlando, Florida
3 Beds 2 Baths 1,784 SqFt 0.140 Acres
12856 Strode Lane Windermere, Florida
3 Beds 3 Baths 1,617 SqFt 0.070 Acres
5063 Tideview Circle 64 Orlando, Florida
3 Beds 4 Baths 1,741 SqFt 0.020 Acres
8668 Wellington Blue Lane Windermere, Florida
3 Beds 3 Baths 1,722 SqFt 0.070 Acres
7725 Fordson Lane Windermere, Florida
3 Beds 3 Baths 1,644 SqFt 0.080 Acres
8133 Enchantment Drive Windermere, Florida
3 Beds 3 Baths 1,974 SqFt 0.030 Acres
7447 Spring Villas Circle Orlando, Florida
3 Beds 2 Baths 1,861 SqFt 0.170 Acres
6847 Sperone Street Orlando, Florida
2 Beds 3 Baths 1,540 SqFt 0.040 Acres
6810 Hochad Drive Orlando, Florida
3 Beds 3 Baths 1,672 SqFt 0.040 Acres
4024 Breakview Dr 101 Orlando, Florida
3 Beds 2 Baths 1,247 SqFt 0.370 Acres
6338 Southbridge Street Windermere, Florida
3 Beds 3 Baths 1,534 SqFt 0.090 Acres
7321 Brightland Street Windermere, Florida
3 Beds 3 Baths 1,464 SqFt 0.060 Acres
4024 Breakview Drive 10404 Orlando, Florida
3 Beds 2 Baths 1,391 SqFt 0.030 Acres
12724 Langstaff Drive Windermere, Florida
3 Beds 3 Baths 1,444 SqFt 0.100 Acres
7720 Moser Avenue Windermere, Florida
3 Beds 3 Baths 1,644 SqFt 0.050 Acres
6327 Southbridge Street Windermere, Florida
3 Beds 3 Baths 1,490 SqFt 0.090 Acres
8168 Boat Hook Loop 107 Windermere, Florida
3 Beds 2 Baths 1,455 SqFt 0.370 Acres
8179 Maritime Flag St 203 Windermere, Florida
3 Beds 2 Baths 1,332 SqFt
7381 Spring Villas Circle Orlando, Florida
3 Beds 2 Baths 1,436 SqFt 0.120 Acres
8016 Sandpoint Boulevard Orlando, Florida
3 Beds 3 Baths 1,967 SqFt 0.060 Acres
14229 Confetti Dr Windermere, Florida
3 Beds 3 Baths 1,362 SqFt 0.060 Acres
6955 Della Drive 42 Orlando, Florida
2 Beds 2 Baths 1,182 SqFt 0.110 Acres
11562 Amidship Lane 105 Windermere, Florida
3 Beds 2 Baths 1,332 SqFt 0.370 Acres
12846 Langstaff Drive Windermere, Florida
2 Beds 3 Baths 1,380 SqFt 0.060 Acres
12973 Borland Street Windermere, Florida
3 Beds 3 Baths 1,428 SqFt 0.060 Acres
13750 Ancilla Boulevard Windermere, Florida
2 Beds 2 Baths 1,155 SqFt 0.170 Acres
11564 Mizzon Drive 304 Windermere, Florida
3 Beds 2 Baths 1,332 SqFt 0.370 Acres
8265 Maritime Flag Street 22B-6 Windermere, Florida
3 Beds 3 Baths 1,460 SqFt 0.020 Acres
6733 Helmsley Circle Windermere, Florida
2 Beds 3 Baths 1,436 SqFt 0.060 Acres
11365 Evesham Drive Windermere, Florida
2 Beds 2 Baths 1,098 SqFt 0.060 Acres
14438 Desert Haven Street 4304 Windermere, Florida
3 Beds 3 Baths 1,534 SqFt 0.020 Acres
7620 Ravenna Avenue Orlando, Florida
3 Beds 2 Baths 936 SqFt 0.150 Acres
8038 S Madeira Court Orlando, Florida
2 Beds 2 Baths 1,467 SqFt 0.140 Acres
7731 Udine Avenue Orlando, Florida
3 Beds 1 Baths 840 SqFt 0.160 Acres
11446 Jasper Kay Ter 309 Windermere, Florida
2 Beds 2 Baths 1,161 SqFt 0.370 Acres
7653 Sugar Bend Drive 7653 Orlando, Florida
2 Beds 2 Baths 1,014 SqFt 0.180 Acres
7312 Pomelo Drive Orlando, Florida
3 Beds 2 Baths 1,000 SqFt 0.130 Acres
5114 Anzio Street Orlando, Florida
3 Beds 2 Baths 1,000 SqFt 0.150 Acres
7746 Sugar Bend Drive 7746 Orlando, Florida
2 Beds 2 Baths 1,014 SqFt 0.180 Acres
7383 Universal Boulevard 208 Orlando, Florida
2 Beds 2 Baths 1,056 SqFt 0.020 Acres
6050 Peregrine Avenue F01 Orlando, Florida
3 Beds 3 Baths 1,258 SqFt 0.060 Acres
6207 Peregrine Court Orlando, Florida
3 Beds 3 Baths 1,507 SqFt 0.060 Acres
5098 Ernst Court 41 Orlando, Florida
2 Beds 3 Baths 1,230 SqFt 0.020 Acres
Orlando, Florida
2 Beds 3 Baths 1,230 SqFt 0.020 Acres
10274 Turkey Lake Road 148 (A24) Orlando, Florida
1 Beds 2 Baths 745 SqFt 0.010 Acres
7731 Ferrara Avenue Orlando, Florida
3 Beds 1 Baths 840 SqFt 0.160 Acres
6165 Carrier Drive 2602 Orlando, Florida
2 Beds 2 Baths 578 SqFt 0.010 Acres
5071 Eaglesmere Drive C01 Orlando, Florida
2 Beds 2 Baths 1,139 SqFt 0.060 Acres
6165 Carrier Drive 2101 Orlando, Florida
2 Beds 2 Baths 578 SqFt 0.010 Acres
5854 Peregrine Avenue C08 Orlando, Florida
2 Beds 2 Baths 1,139 SqFt 0.140 Acres
6059 Windhover Drive D09 Orlando, Florida
2 Beds 2 Baths 999 SqFt 0.120 Acres